Hydrochloric Acid → Hydrochloric Acid

Participants

Reaction Steps

To a solution of 4-{5-[2-(3,4-Dimethoxy-phenyl)-imidazo[2,1-b][1,3,4]thiadiazol-5-yl]-3-trifluoromethyl-pyridin-2-yl}-piperazine-1-carboxylic acid tert-butyl ester (0.15 g, 0.254 mmol, 1 eq) in dioxane (4 mL) was added an excess of 4M HCl in dioxane (20 eq) at 0° C. The reaction was allowed to warm to rt and it was stirred for 6.5 h. Solvents were removed under reduced pressure to afford the desired product as HCl salt (146 mg, 100%). HPLC-MS: (5-40% B in 8 min, 0.8 mL/min, 50° C.): tR=5.65 min and 5.96 min, [M+H]+ m/z 491.2; 1H NMR (300 MHz, DMSO) δ 9.24 (d, J=1.9 Hz, 1H), 8.77 (d, J=2.1 Hz, 1H), 8.03 (s, 1H), 7.56 (dd, J=8.4, 1.9 Hz, 1H), 7.50 (d, J=1.9 Hz, 1H), 7.19 (d, J=8.5 Hz, 1H), 3.88 (s, 3H), 3.85 (s, 3H), 3.45 (m, 4H), 3.24 (m, 4H).

Provenance & Evidence